The 11 best Edgy preppy outfits

This image shows 3 edgy preppy outfits.

Edgy preppy outfits: maybe you‘ve heard about them or seen them in series like Gossip Girl or The Vampire Diaries. But what exactly are they?

As a general rule, the edgy preppy style describes a variation of preppy style where „edgier“ elements are included in the classic preppy wardrobe. Items like distressed jeans or denim jackets as well as collared shirts and classic blazers add up to a rebellious overall look and form edgy preppy outfits.

As you might‘ve guessed, there is a lot more to edgy preppy outfits than just this. In this article, you will learn what edgy preppy style exactly is and find information about how to add „edge“ to your current preppy style as well as get some actual inspiration on how to wear this style. So keep reading!

Definition of Edgy preppy style

Even though the original preppy style has been around a lot longer, edgy preppy elements were first seen in the late 20th century. Mainly they were a conglomeration of classic preppy elements and influences like punk or new wave.

Today, it gained lots of attention through music festivals, overall fashion trends, as well as prominent Netflix series. The ones mentioned above, as well as Pretty Little Liars and Euphoria, represent this rebellious look perfectly.

This style often is characterized by distressed denim, darker colors, patterns like plaid, houndstooth, and geometric shapes, as well as prints and graphic logos. Altogether, paired with classic preppy style, these elements form a unique fusion for a trendy look.

How to give the preppy style the “edge”

So, how can you complement your preppy style with these elements to achieve this fusion? If you come from the point of a currently existing preppy wardrobe, take some classic pieces like:

  • Blazers
  • Striped shirts
  • Blouses
  • Tops
  • Sweaters
  • Chinos

and pair them with matching edgy elements. Incorporate garments like:

  • Distressed denim jackets
  • Distressed jeans
  • Plaid pants
  • Graphic T-shirts
  • Fishnet stockings
  • Plaid blazers
  • Patterned sweater

These items will make a great match with your classic preppy garments. Finally, you will want to add shoes and accessories to your style to round up your outfit:

  • Chunky boots
  • Loafers
  • Boat shoes
  • Sneakers
  • Doc Martens
  • Flats
  • Pumps
  • Platform Oxford shoes
  • Platform sandals

will do a Great Job here. Combine them with chunky jewelry, funky earrings, a watch, rings, studded belts, and chunky sunglasses. Following these principles, you will create some outstanding combinations.

X Edgy preppy outfit suggestions

Now, with all that advice, let’s take a brief look at some edgy preppy outfits so you can get a better understanding of what to expect.

X Edgy preppy outfits for men

Now, let’s see how exactly you will want to dress edgy preppy as a man. As a general rule, you can pair those classic preppy items with some unique edgy garments like a silk-button-down shirt or some distressed skinny jeans. Somehow, this style reminds me of the early 2000s sense of fashion. 

In the realm of edgy preppy men’s fashion, you have the freedom to experiment, such as just pairing a quirky tie with the classic blazer and chino ensemble. Through this accessory, you convert a “normal”-looking preppy outfit into an edgy preppy ensemble. Just try to not overdo it as it will look silly at one point.

X Edgy preppy outfits for women

When it comes to the edgy preppy style for women, you’ll find plenty of room to play, mix, and craft your outfits. Consider a combination of a pleated skirt with an artfully disheveled blouse or experimenting with a half-tucked button-down shirt. Also, You may find pants featuring geometric designs and plaid patterns for added flair.

Additionally, patterned suits or graphic T-shirts will often be featured with this aesthetic, just like the VSCO preppy style but a little darker. There are numerous possibilities to explore in the realm of edgy preppy fashion, so feel free to experiment and take inspiration from the following suggestions:

Final thoughts on the Edgy preppy style

While it may not be the epitome of formality or elegance, the edgy preppy style presents distinctive and promising characteristics for showcasing your personality. Especially suitable for those with a bit of affluence, this style promises to set you apart and grab plenty of attention.

This careless aesthetic can be achieved by just combining classic preppy items with edgy ones ensuring a versatile and somehow timeless appeal. If it ever becomes overwhelming, simply revert to your classic preppy wardrobe and tuck away your edgier pieces in your closet.

Share your thoughts on the edgy preppy style down below.

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